After defeating Aberdeen on Sunday, the Easter Road side have been paired with Kilmarnock at Rugby Park in the last eight. It is the third time this season that they have been drawn against a team they also faced in the competition last term, when they defeated Killie in fifth round and Aberdeen in the semis before succumbing to a 5-1 defeat in the final against Hearts.
"That is three teams who we played at some point last year, which is unusual," he said. "Hopefully it is a good omen, as long as it don't end the same way."
Fenlon had a wonder strike from Gary Deegan and the brilliance of Ben Williams to thank for his side's place in the last eight. Goalkeeper Williams made six fine saves, most notably denying Scott Vernon from the penalty-spot - his fourth save from six penalties faced this term. Deegan, meanwhile, scored his first ever goal for the club with a spectacular 30-yard strike.
"I have never seen Deegs strike a ball like that from distance," said Fenlon. "It was a fantastic goal. Gary has had a tough time over the last year so I am delighted for him."
Fenlon added: "Ben Williams' save from the penalty was different class, and his reaction to scoop the ball away with his feet to stop Vernon getting to the rebound was great goalkeeping."
Aberdeen manager Craig Brown was left ruing his side's wastefulness from the penalty spot for the second time in a week.
Vernon's failure from 12 yards carried echoes of the previous Sunday when the same sides met at Pittodrie in the Clydesdale Bank Premier League. On that occasion Niall McGinn was denied by Williams, and Brown believes those two wasted opportunities define the Dons' stuttering season.
"If we did not miss those two penalties then we would be fourth in the league and still in the cup," said Brown, whose side have gone four league games without a win. "These are the fine lines between major disappointment and a bit of success. But I can't fault my lads for effort and application. We bombarded the Hibs goalmouth."
He added: "When you hear their goalkeeper is man of the match, then it tells the story."